Enterprise Holiday Rentals

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Our top choices for Enterprise holiday rentals

El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
10.0 out of 10, Exceptional, (3)
"v convenient for transit passengers no headaches no hassle no waist of time pickup drop will coust you only 20usd "
United States
DEEPIKA
The price is AU$169
includes taxes & fees
5 Jan - 6 Jan 2026
El Carmen Apartments

Modern tiny house that’s big on comfort

Modern tiny house that’s big on comfort
2.0 star property
Chaguanas
9.0 out of 10, Wonderful, (4)
"This place was very clean and was one of the more updated places to stay. I would highly recommend if it is just you and your spouse/partner."
United States
Alayzia J.
The price is AU$196
includes taxes & fees
5 Jan - 6 Jan 2026
Modern tiny house that’s big on comfort

Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups

Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
Couva
10.0 out of 10, Exceptional, (1)
"This property was just as advertised. It was comfortable and inviting. Treston communicated with us to ensure we had everything we needed. If you do not have transport, you do have to walk out to get it, which we did not mind. Otherwise, the place did not disappoint at all. I would stay there again. Thank you Treston for your hospitality!"
United States
Ianna P.
The price is AU$221
includes taxes & fees
2 Jan - 3 Jan 2026
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups

Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays

Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
Kelly Village
10.0 out of 10, Exceptional, (3)
"It was cool! Just what I needed for my short stay!!"
United States
Sherna
The price is AU$153
includes taxes & fees
21 Jan - 22 Jan 2026
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays

Jacuzzi Loft and Pool Glencoe Townhome

Jacuzzi Loft and Pool Glencoe Townhome
2.0 star property
Glencoe
10.0 out of 10, Exceptional, (1)
"Great place and it have a wonderful view looking over a lot of Trini "
United States
Shaneneal
The price is AU$579
includes taxes & fees
5 Jan - 6 Jan 2026
Jacuzzi Loft and Pool Glencoe Townhome

Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security

Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security
Piarco
9.2 out of 10, Wonderful, (7)
"The property was as described and the host was vwey responsive and supportive."
United States
Darnelle C.
The price is AU$231
includes taxes & fees
3 Jan - 4 Jan 2026
Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security

Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is AU$324
includes taxes & fees
22 Jan - 23 Jan 2026
Emporis Resort

Welcome to The Studio Nest — your peaceful perch in paradise.

Welcome to The Studio Nest — your peaceful perch in paradise.
2.0 star property
Diego Martin
The price is AU$357
includes taxes & fees
5 Jan - 6 Jan 2026
Welcome to The Studio Nest — your peaceful perch in paradise.

Stewart Hotel Apt - Trincity, Airport, Full Apt

Stewart Hotel Apt - Trincity, Airport, Full Apt
Trincity
9.4 out of 10, Exceptional, (3)
"Very Good & Pleasant Apt. In a Good Area too and the host and his wife is helpful and lovely. "
United States
Lindy-Ann
The price is AU$160
includes taxes & fees
3 Jan - 4 Jan 2026
Stewart Hotel Apt - Trincity, Airport, Full Apt

Conveniently located 2-bedroom apartment in Saint Helena with WiFi, AC & laundry

Conveniently located 2-bedroom apartment in Saint Helena with WiFi, AC & laundry
Saint Helena
The price is AU$204
includes taxes & fees
29 Dec - 30 Dec
Conveniently located 2-bedroom apartment in Saint Helena with WiFi, AC & laundry

Stewart Suite Apt -Trincity, Airport, Full Apt

Stewart Suite Apt -Trincity, Airport, Full Apt
Trincity
9.6 out of 10, Exceptional, (7)
"The accommodation is clean and the hoste was very responsive and welcoming. "
France
SABINE B.
The price is AU$153
includes taxes & fees
5 Jan - 6 Jan 2026
Stewart Suite Apt -Trincity, Airport, Full Apt

Sunflower Apartments Trinidad

Sunflower Apartments Trinidad
3.0 star property
Couva
8.6 out of 10, Excellent, (12)
"I come here once a year I like the privacy and secure feeling I will continue to come here as long as it is available "
United States
Anonymous traveller
The price is AU$152
includes taxes & fees
24 Dec - 25 Dec
Sunflower Apartments Trinidad

Comfortable and Safe

Comfortable and Safe
Cunupia
8.4 out of 10, Very good, (7)
"Laundry room was a major plus for me especially for someone who travels alot"
United States
Joanne
The price is AU$94
includes taxes & fees
28 Dec - 29 Dec
Comfortable and Safe

Cozy Bed & Breakfast Private Room

Cozy Bed & Breakfast Private Room
Santa Cruz
10.0 out of 10, Exceptional, (1)
"This was our first visit to Trinidad and didnt know what to expect. Upon arrival we were happy to see that this was a beautifully secluded neighborhood. Our host Wendy was amazing and communicated with us throughout our stay. I recommended this Cozy bed and breakfast. You won't regret it!! plsantly "
United States
Marjie J.
The price is AU$168
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Bed & Breakfast Private Room

Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
Port of Spain
The price is AU$292
includes taxes & fees
5 Jan - 6 Jan 2026
Flower Of Joy Wellness Villa

"Modern Comfort Near Airport & Shopping - The Cozy Condo"

"Modern Comfort Near Airport & Shopping - The Cozy Condo"
Arouca, Tunapuna/Piarco Regional Corpora
10.0 out of 10, Exceptional, (1)
"Great location approximately 10-15 minutes away from the airport. Close to Trincity mall with grocery. About a 30 minute drive to Port of Spain without traffic, considering all Carnival activities was in Port of Spain. The entire condo was very clean and tidy, which made our stay comfortable. The two areas of improvement in my humble opinion would be the directions received was not clear, it was challenging being a visitor to the country. But the instructions inside of the booklet at the condo I...
United States
seema p.
The price is AU$197
includes taxes & fees
5 Jan - 6 Jan 2026
"Modern Comfort Near Airport & Shopping - The Cozy Condo"

The ValVerde Condo 101

The ValVerde Condo 101
Port of Spain
10.0 out of 10, Exceptional, (3)
"Friendly and accommodating staff in a great location. Will definitely consider staying at this property again."
United States
Daryl C.
The ValVerde Condo 101

The Tower View

The Tower View
2.0 star property
VALSAYN
The price is AU$296
includes taxes & fees
2 Jan - 3 Jan 2026
The Tower View

The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4

The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
Chin Chin Savanna Village
10.0 out of 10, Exceptional, (1)
"The place was very clean"
United States
Bryan
The price is AU$153
includes taxes & fees
21 Jan - 22 Jan 2026
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Enterprise Hotel Reviews

Find out more about Enterprise

Everything you need to know about Enterprise holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Enterprise holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Enterprise holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Enterprise holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Enterprise. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Enterprise holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Enterprise holiday rentals we have selected for you start as low as AU$94 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Enterprise rentals

At Expedia, we put the best Enterprise holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Enterprise rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Enterprise holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Enterprise. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Enterprise?

Yes, there are holiday rentals close to the most popular sights in Enterprise, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Enterprise has to offer?

Charming Piarco Home With Garden View: This holiday home rental outside of Enterprise comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

What can I see and do in Enterprise?

Explore the area and family-friendly sights such as Yerette - Home of the Hummingbird, or get out into nature at a spot like Caroni Bird Sanctuary. Trincity Mall and University of the West Indies are a couple of places you'll find in the wider area.

What are holiday rentals like in Enterprise?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Enterprise. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.